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Facile synthesis of novel spiro[azetidine‐2,4′(1′ H )‐isoquinoline‐1′,3′,4(2′ H )‐triones]
Author(s) -
Malamas Michael S.
Publication year - 1994
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570310254
Subject(s) - chemistry , thionyl chloride , azetidine , isoquinoline , quinoline , chloride , halogenation , medicinal chemistry , organic chemistry
A convenient general method for the synthesis of a new heterocycle, spiro[azetidine‐2,4′(1′ H )‐iso‐quinoline‐1′,3′,4(2′ H )‐trione] is described. The key intermediate 2 was prepared by direct halogenation of position‐4 of acid 3 with thionyl chloride, and subsequent treatment of the generated 4‐Cl, 4‐acetyl chloride 11 with a THF/NH 3 solution at low temperature.